Oroxylin A
- Product Name
- Oroxylin A
- CAS No.
- 480-11-5
- Chemical Name
- Oroxylin A
- Synonyms
- 5,7-dihydroxy-6-methoxy-2-phenylchromen-4-one;Oroxylin;OLOXYLINA;oxoxylin A;Oroxylia A;OROXYLIN A;6-Methoxybaicalein;Baicalein Impurity 8;Baicalein 6-methyl ether;Oroxylin A, 10 mM in DMSO
- CBNumber
- CB41179394
- Molecular Formula
- C16H12O5
- Formula Weight
- 284.26
- MOL File
- 480-11-5.mol
Oroxylin A Property
- Melting point:
- 195-197℃
- Boiling point:
- 346.76°C (rough estimate)
- Density
- 1.420
- refractive index
- 1.6200 (estimate)
- storage temp.
- Sealed in dry,2-8°C
- solubility
- DMF: 30 mg/ml; DMSO: 30 mg/ml; DMSO:PBS (pH 7.2) (1:4): 0.20 mg/ml
- pka
- 6.48±0.40(Predicted)
- form
- powder
- color
- Yellow
- InChI
- InChI=1S/C16H12O5/c1-20-16-11(18)8-13-14(15(16)19)10(17)7-12(21-13)9-5-3-2-4-6-9/h2-8,18-19H,1H3
- InChIKey
- LKOJGSWUMISDOF-UHFFFAOYSA-N
- SMILES
- C1(C2=CC=CC=C2)OC2=CC(O)=C(OC)C(O)=C2C(=O)C=1
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
N-Bromosuccinimide Price
- Product number
- PHL82615
- Product name
- Oroxylin A
- Purity
- phyproof<SUP>®</SUP> Reference Substance
- Packaging
- 10 mg
- Price
- $431
- Updated
- 2025/07/31
- Product number
- O0635
- Product name
- Oroxylin A
- Packaging
- 250MG
- Price
- $216
- Updated
- 2025/07/31
- Product number
- 27363
- Product name
- Oroxylin A
- Packaging
- 1mg
- Price
- $93
- Updated
- 2024/03/01
- Product number
- 27363
- Product name
- Oroxylin A
- Packaging
- 25mg
- Price
- $1139
- Updated
- 2024/03/01
- Product number
- 27363
- Product name
- Oroxylin A
- Packaging
- 5mg
- Price
- $343
- Updated
- 2024/03/01
Oroxylin A Chemical Properties,Usage,Production
Chemical Properties
Yellow needle-shaped crystals, soluble in organic solvents such as methanol, ethanol, and DMSO, mainly derived from Scutellaria baicalensis and Melaleuca alternifolia.
Uses
food and beverages
Definition
ChEBI: A dihydroxy- and monomethoxy-flavone in which the hydroxy groups are positioned at C-5 and C-7 and the methoxy group is at C-6.
Biological Activity
Oroxylin A is a flavonoid isolated from Scutellaria baicalensis, which is one of the most important medicinal herbs in traditional Korean/Chinese/Japanese medicine. The amelioration of Abeta(25-35) peptide-induced memory impairment by oroxylin A is believed to be mediated via the GABAergic neurotransmitter system after a single administration, or by reductions in Abeta(25-35) peptide-induced astrocyte and microglia activations, iNOS expression, lipid peroxidation, and increased cholinergic neurotransmission after subchronic administration.
Synthesis
973-67-1
480-11-5
The general procedure for the synthesis of 5,7-dihydroxy-6-methoxy-2-phenyl-4H-benzopyran-4-one from 5,6,7-trimethoxy-2-phenyl-4H-benzopyran-4-one was as follows: 5,6,7-trimethoxy-2-phenyl-4H-benzopyran-4-one (0.20 g, 0.64 mmol) was dissolved in a mixture of 47% hydrobromic acid (5 mL) and glacial acetic acid (10 mL) in a mixed solution and the reaction was refluxed for 2 hours. Upon completion of the reaction, the reaction solution was quenched by carefully pouring it into crushed ice (200 g). The resulting yellow precipitate was collected by filtration and recrystallized from ethanol to afford 5,7-dihydroxy-6-methoxy-2-phenyl-4H-benzopyran-4-one (160 mg, 88% yield) with a melting point of 203-204 °C. The product structure was determined by 1H-NMR. The structure of the product was confirmed by 1H-NMR (DMSO-d6), IR, UV and MS analysis: 1H-NMR (DMSO-d6) δ: 3.91 (3H, s), 6.94 (1H, s), 6.98 (1H, s), 7.59 (3H, m), 8.10 (2H, d, J = 6.3 Hz), 8.77 (1H, s), 12.49 (1H, s); IR (KBr) cm-1: 3435, 1667; UV λmax (EtOH) nm (log ε): 322 (4.12), 278 (4.35), 216 (4.42); MS m/z: 285 (MH+).
References
[1] Chemical and pharmaceutical bulletin, 2003, vol. 51, # 3, p. 339 - 340
[2] Patent: US2004/242907, 2004, A1. Location in patent: Page 3
[3] Chemistry and Biodiversity, 2015, vol. 12, # 2, p. 259 - 272
[4] Bioorganic and Medicinal Chemistry Letters, 2012, vol. 22, # 7, p. 2534 - 2535
Oroxylin A Preparation Products And Raw materials
Raw materials
Preparation Products
Oroxylin A Suppliers
- Tel
- --
- Fax
- --
- sales@ajchem.in
- Country
- India
- ProdList
- 6100
- Advantage
- 58
View Lastest Price from Oroxylin A manufacturers
- Product
- Oroxylin A 480-11-5
- Price
- US $0.00-0.00/g
- Min. Order
- 10g
- Purity
- 99%
- Supply Ability
- 20kg
- Release date
- 2025-11-06
- Product
- Oroxylin A 480-11-5
- Price
- US $1.00-4.00/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- 200000KG
- Release date
- 2025-05-14
- Product
- Oroxylin A 480-11-5
- Price
- US $0.00-0.00/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- 5000
- Release date
- 2023-08-07